Point Lookout Vacation Rentals

· House near Point Lookout
Spacious, pet-friendly 3-bedroom home
3 Beds · 1 bath ·
Air Conditioning · In Unit Laundry · Outdoor Space ·
From
$299/night
Check availability
Amenities
Air Conditioning
In Unit Laundry
Fireplace
Furnished
Dishwasher
Oven
Wifi
Garage Parking
Other spaces
Kitchen
· Apartment near Point Lookout
Riverfront Cottage: Fire Pit & Kayaks
2 Beds · 1 bath · Sleeps 8 ·
Air Conditioning · Waterfront · In Unit Laundry ·
From
$171/night
Check availability
Amenities
Air Conditioning
Waterfront
In Unit Laundry
Fireplace
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
· House near Point Lookout
NEW! Secluded Woodsy Gem: 1/4 Mi to Chesapeake Bay
2 Beds · 2 baths · Sleeps 4 ·
On Site Laundry · Air Conditioning · Ceiling Fan ·
From
$252/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Ceiling Fan
In Unit Laundry
Fireplace
Furnished
Dishwasher
Oven
Other spaces
Kitchen
· House near Point Lookout
Beach Blonde Cottage
2 Beds · 2 baths · Sleeps 6 ·
Air Conditioning · In Unit Laundry · Outdoor Space ·
From
$139/night
Check availability
Amenities
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Residents Lounge
Other spaces
Kitchen
· House near Point Lookout
Private 2 Acre Waterfront Family Retreat with Pool & Pier
8 Beds · 7 baths · Sleeps 22 ·
Fitness Center · Private Pool · Workspace ·
From
$895/night
Check availability
Amenities
Fitness Center
Private Pool
Pool
Air Conditioning
Waterfront
In Unit Laundry
Furnished
Dishwasher
Other spaces
Workspace, Balcony, Kitchen
· House near Point Lookout
Chesapeake Bay Beachfront Retreat
4 Beds · 5 baths · Sleeps 12 ·
Beach · Air Conditioning · Waterfront ·
From
$395/night
Check availability
Amenities
Beach
Air Conditioning
Waterfront
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
· House near Point Lookout
Shore Fun! Perfect Waterfront Get-a-Way
4 Beds · 3 baths · Sleeps 12 ·
Hot Tub · Private Pool · Workspace ·
From
$510/night
Check availability
Amenities
Hot Tub
Private Pool
Pool
Beach
Air Conditioning
Waterfront
In Unit Laundry
Fireplace
Other spaces
Workspace, Kitchen
· Apartment near Point Lookout
Relaxing Riverfront Cottage w/ Boat Dock!
2 Beds · 1 bath · Sleeps 4 ·
Air Conditioning · Ceiling Fan · In Unit Laundry ·
From
$141/night
Check availability
Amenities
Air Conditioning
Ceiling Fan
In Unit Laundry
Fireplace
Furnished
Oven
Wifi
Other spaces
Kitchen

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· Apartment near Point Lookout
Cheerful Waterfront Cottage With Perfect Porch For Viewing
2 Beds · 2 baths · Sleeps 4 ·
Hardwood Floor · Fitness Center · Air Conditioning ·
From
$159/night
Check availability
Amenities
Hardwood Floor
Fitness Center
Air Conditioning
Waterfront
In Unit Laundry
Furnished
Oven
Wifi
Other spaces
Kitchen
· House near Point Lookout
Sail in! Paddle out! Dog-friendly 500' serene waterfront near Chesapeake Bay
4 Beds · 2 baths · Sleeps 8 ·
Air Conditioning · Central Heat · Waterfront ·
From
$316/night
Check availability
Amenities
Air Conditioning
Central Heat
Waterfront
In Unit Laundry
Fireplace
Furnished
Dishwasher
Oven
Other spaces
Kitchen
· House near Point Lookout
NEW! Home on Chesapeake Bay: Large Yard, Fire Pit
3 Beds · 1 bath · Sleeps 5 ·
Air Conditioning · Toiletries · Ceiling Fan ·
From
$95/night
Check availability
Amenities
Air Conditioning
Toiletries
Ceiling Fan
Tv
Microwave
Fireplace
Dishwasher
Oven
Other spaces
Kitchen
· House near Point Lookout
Waterfront Scotland Beach Retreat w/Private Beach!
4 Beds · 5 baths · Sleeps 12 ·
Ocean · Balcony · Cable ·
From
$550/night
Check availability
Amenities
Ocean
Cable
Beach
Walk In Closets
Ceiling Fan
Central Heat
Tv
Microwave
Other spaces
Balcony, Garden, Kitchen
· House near Point Lookout
NEW! Waterfront Montross Home w/ Private Boat Dock
3 Beds · 2 baths · Sleeps 8 ·
Pool · Assigned Parking · Walk In Closets ·
From
$180/night
Check availability
Amenities
Pool
Assigned Parking
Walk In Closets
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Other spaces
Kitchen
· House near Point Lookout
NEW! Montross Retreat w/ Private Boat Dock!
4 Beds · 2 baths · Sleeps 11 ·
Walk In Closets · Toiletries · Ceiling Fan ·
From
$126/night
Check availability
Amenities
Walk In Closets
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Fireplace
Dishwasher
Other spaces
Kitchen
· House near Point Lookout
NEW! Topping Riverfront Bungalow w/ Dock & Kayaks!
3 Beds · 2 baths · Sleeps 6 ·
Cable · Assigned Parking · Toiletries ·
From
$131/night
Check availability
Amenities
Cable
Assigned Parking
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Waterfront
Other spaces
Kitchen
· House near Point Lookout
NEW! Chesapeake Bay Home: 200 Ft to Boat & Fish!
3 Beds · 2 baths · Sleeps 9 ·
Walk In Closets · Toiletries · Central Heat ·
From
$130/night
Check availability
Amenities
Walk In Closets
Toiletries
Central Heat
Tv
Microwave
Dishwasher
Free Parking
Oven
Other spaces
Kitchen
· House near Point Lookout
NEW! Waterfront Deltaville Cottage w/ Fire Pit!
2 Beds · 1 bath · Sleeps 6 ·
Garden · Assigned Parking · Toiletries ·
From
$90/night
Check availability
Amenities
Assigned Parking
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Waterfront
Fireplace
Other spaces
Garden, Kitchen
· House near Point Lookout
NEW! 1915 Historic Cambridge Property w/ Fire Pit!
5 Beds · 4 baths · Sleeps 9 ·
Cable · Garden · Walk In Closets ·
From
$275/night
Check availability
Amenities
Cable
Walk In Closets
Air Conditioning
Toiletries
Tv
Microwave
Fireplace
Dishwasher
Other spaces
Garden, Kitchen
· House near Point Lookout
NEW! Potomac Waterfront Retreat w/ Dock & Kayaks
3 Beds · 2 baths · Sleeps 9 ·
Central Heat · Tv · Microwave ·
From
$250/night
Check availability
Amenities
Central Heat
Tv
Microwave
Dishwasher
Oven
Wifi
Other spaces
Kitchen
· House near Point Lookout
Urbanna Waterfront Retreat: Pier & Gas Grill!
3 Beds · 2 baths · Sleeps 8 ·
Cable · Garden · Assigned Parking ·
From
$130/night
Check availability
Amenities
Cable
Assigned Parking
Walk In Closets
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Other spaces
Garden, Kitchen
· House near Point Lookout
Bayside Deltaville Retreat w/ Beach & Bay Views!
3 Beds · 3 baths · Sleeps 8 ·
Balcony · Garden · Beach ·
From
$110/night
Check availability
Amenities
Beach
Assigned Parking
Toiletries
Central Heat
Microwave
Waterfront
Free Parking
Wifi
Other spaces
Balcony, Garden, Kitchen
· House near Point Lookout
NEW! Urbanna Cottage w/ Private Yard & Water Views
3 Beds · 2 baths · Sleeps 6 ·
Cable · Garden · Assigned Parking ·
From
$153/night
Check availability
Amenities
Cable
Assigned Parking
Walk In Closets
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Other spaces
Garden, Kitchen
· House near Point Lookout
Bayfront Retreat w/ Game Room + Outdoor Pool!
4 Beds · 3 baths · Sleeps 12 ·
Pool · Walk In Closets · Toiletries ·
From
$265/night
Check availability
Amenities
Pool
Walk In Closets
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Waterfront
Other spaces
Kitchen
· House near Point Lookout
NEW! Cambridge Home w/ Private Dock ~ 4 Mi to Dtwn
4 Beds · 2 baths · Sleeps 10 ·
Cable · Assigned Parking · Walk In Closets ·
From
$302/night
Check availability
Amenities
Cable
Assigned Parking
Walk In Closets
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Other spaces
Kitchen
· House near Point Lookout
'River's Edge Retreat’ with Kayaks & River Access!
5 Beds · 4 baths · Sleeps 12 ·
Balcony · Cable · Garden ·
From
$300/night
Check availability
Amenities
Cable
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Waterfront
Fireplace
Other spaces
Balcony, Garden, Kitchen
· House near Point Lookout
NEW! 'The Oyster Bed' Retreat w/ Pool & Game Room
4 Beds · 2 baths · Sleeps 8 ·
Pool · Walk In Closets · Toiletries ·
From
$115/night
Check availability
Amenities
Pool
Walk In Closets
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Fireplace
Other spaces
Kitchen
· House near Point Lookout
NEW! 'Cora's Cottage' Near Chesapeake Bay Access!
3 Beds · 2 baths · Sleeps 6 ·
Cable · Garden · Assigned Parking ·
From
$150/night
Check availability
Amenities
Cable
Assigned Parking
Ceiling Fan
Central Heat
Tv
Microwave
Dishwasher
Free Parking
Other spaces
Garden, Kitchen
· House near Point Lookout
NEW! Beachfront Urbanna Home w/ Gas Grill & Deck!
3 Beds · 4 baths · Sleeps 12 ·
Balcony · Garden · Beach ·
From
$180/night
Check availability
Amenities
Beach
Assigned Parking
Walk In Closets
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Other spaces
Balcony, Garden, Kitchen
· House near Point Lookout
Waterfront Potomac River Gem w/ Kayaks & Dock!
4 Beds · 3 baths · Sleeps 9 ·
Assigned Parking · Toiletries · Ceiling Fan ·
From
$195/night
Check availability
Amenities
Assigned Parking
Toiletries
Ceiling Fan
Central Heat
Tv
Waterfront
Fireplace
Free Parking
Other spaces
Kitchen
· House near Point Lookout
Romantic Waterfront Abode with Patio & Dock!
1 Bed · 1 bath · Sleeps 2 ·
Garden · Central Heat · Tv ·
From
$70/night
Check availability
Amenities
Central Heat
Tv
Microwave
Waterfront
Free Parking
Oven
Wifi
Other spaces
Garden, Kitchen
· House near Point Lookout
Riverfront Cottage: Fire Pit & Kayaks
2 Beds · 1 bath · Sleeps 8 ·
Cable · Toiletries · Ceiling Fan ·
From
$104/night
Check availability
Amenities
Cable
Toiletries
Ceiling Fan
Central Heat
Tv
Microwave
Waterfront
Fireplace
Other spaces
Kitchen
· Apartment near Point Lookout
Waterfront House with Dock, Kayaks, and Sailboat!
4 Beds · 2 baths · Sleeps 8 ·
In Unit Laundry · Outdoor Space · Fireplace ·
From
$464/night
Check availability
Amenities
In Unit Laundry
Fireplace
Furnished
Dishwasher
Free Parking
Oven
Wifi
Other spaces
Kitchen
· Apartment near Point Lookout
Beautiful Colonial Home on the Choptank River
4 Beds · 2 baths · Sleeps 8 ·
In Unit Laundry · Outdoor Space · Fireplace ·
From
$602/night
Check availability
Amenities
In Unit Laundry
Fireplace
Furnished
Dishwasher
Free Parking
Oven
Wifi
Residents Lounge
Other spaces
Kitchen
· Apartment near Point Lookout
Cozy Cottage with Yard Less Than 2 Mi to Choptank River
3 Beds · 2 baths · Sleeps 13 ·
In Unit Laundry · Furnished · Dishwasher ·
From
$288/night
Check availability
Amenities
In Unit Laundry
Furnished
Dishwasher
Free Parking
Oven
Wifi
Residents Lounge
Other spaces
Kitchen
· Apartment near Point Lookout
Cambridge Home with Private Dock about 4 Mi to Dtwn
4 Beds · 2 baths · Sleeps 10 ·
In Unit Laundry · Outdoor Space · Furnished ·
From
$444/night
Check availability
Amenities
In Unit Laundry
Furnished
Dishwasher
Free Parking
Oven
Wifi
Other spaces
Kitchen
· Apartment near Point Lookout
Family-Friendly Cambridge Home with Fire Pit!
3 Beds · 3 baths · Sleeps 8 ·
Furnished · Dishwasher · Free Parking ·
From
$315/night
Check availability
Amenities
Furnished
Dishwasher
Free Parking
Oven
Wifi
Other spaces
Kitchen
· Apartment near Point Lookout
Charming Cambridge Cottage with Beach Access!
3 Beds · 3 baths · Sleeps 10 ·
In Unit Laundry · Fireplace · Furnished ·
From
$272/night
Check availability
Amenities
In Unit Laundry
Fireplace
Furnished
Free Parking
Wifi
Other spaces
Kitchen
· Apartment near Point Lookout
1915 Historic Cambridge Property with Fire Pit!
5 Beds · 4 baths · Sleeps 9 ·
Beach · Air Conditioning · Fireplace ·
From
$375/night
Check availability
Amenities
Beach
Air Conditioning
Fireplace
Furnished
Dishwasher
Free Parking
Oven
Wifi
Other spaces
Kitchen
· Apartment near Point Lookout
Riverside House with Kayaks, Piano and Fireplace
5 Beds · 3 baths · Sleeps 9 ·
Ocean · Beach · Waterfront ·
From
$461/night
Check availability
Amenities
Ocean
Beach
Waterfront
In Unit Laundry
Fireplace
Furnished
Dishwasher
Free Parking
Other spaces
Kitchen
· Apartment near Point Lookout
Alexandria Area Vacation Rental with Backyard
2 Beds · 2 baths · Sleeps 4 ·
Fireplace · Furnished · Free Parking ·
From
$273/night
Check availability
Amenities
Fireplace
Furnished
Free Parking
Oven
Wifi
Other spaces
Kitchen
· Apartment near Point Lookout
Historic Hoopersville Getaway on Chesapeake Bay!
7 Beds · 3 baths · Sleeps 18 ·
Balcony · Beach · In Unit Laundry ·
From
$331/night
Check availability
Amenities
Beach
In Unit Laundry
Furnished
Dishwasher
Free Parking
Oven
Wifi
Other spaces
Balcony, Kitchen
· Apartment near Point Lookout
6bd on Chesapeake with Pool Hot Tub and Crab
9 Beds · 4 baths · Sleeps 20 ·
Ocean · Workspace · Pool ·
From
$1,162/night
Check availability
Amenities
Ocean
Pool
Assigned Parking
Waterfront
Fireplace
Furnished
Dishwasher
Free Parking
Other spaces
Workspace, Balcony, Kitchen
· Apartment near Point Lookout
Tranquil Port Republic Home with Water Views!
3 Beds · 3 baths · Sleeps 7 ·
Furnished · Dishwasher · Free Parking ·
From
$371/night
Check availability
Amenities
Furnished
Dishwasher
Free Parking
Oven
Wifi
Other spaces
Kitchen
· Apartment near Point Lookout
Pet-Friendly Quantico Home with River Views!
4 Beds · 3 baths · Sleeps 7 ·
In Unit Laundry · Outdoor Space · Fireplace ·
From
$368/night
Check availability
Amenities
In Unit Laundry
Fireplace
Furnished
Dishwasher
Free Parking
Oven
Wifi
Other spaces
Kitchen
· Hotel near Point Lookout
Island Inn & Suites, Ascend Hotel Collection
1 Bed · Sleeps 10 ·
Carpet · Workspace · Balcony ·
From
$104/night
Check availability
Amenities
Carpet
Air Conditioning
Furnished
Free Parking
Wifi
Elevator
Other spaces
Workspace, Balcony
· Apartment near Point Lookout
Comfy Colonial Beach House, 2 Blocks to Beach!
2 Beds · 2 baths · Sleeps 8 ·
Beach · In Unit Laundry · Furnished ·
From
$196/night
Check availability
Amenities
Beach
In Unit Laundry
Furnished
Dishwasher
Free Parking
Oven
Wifi
Other spaces
Kitchen
· Apartment near Point Lookout
Chic Cottage with Private Yard Steps to Beach!
1 Bed · 1 bath · Sleeps 4 ·
Furnished · Free Parking · Oven ·
From
$135/night
Check availability
Amenities
Furnished
Free Parking
Oven
Wifi
Other spaces
Kitchen
· Apartment near Point Lookout
Private 5BR Home 4 Min Walk to Colonial Beach, VA!
5 Beds · 1 bath · Sleeps 10 ·
Beach · Air Conditioning · In Unit Laundry ·
From
$270/night
Check availability
Amenities
Beach
Air Conditioning
In Unit Laundry
Furnished
Free Parking
Oven
Wifi
Other spaces
Kitchen
· Apartment near Point Lookout
Bayfront Retreat with Game Room and Outdoor Pool!
4 Beds · 3 baths · Sleeps 12 ·
Pool · Furnished · Dishwasher ·
From
$376/night
Check availability
Amenities
Pool
Furnished
Dishwasher
Free Parking
Oven
Wifi
Swimming Pool
Residents Lounge
Other spaces
Kitchen
· Apartment near Point Lookout
Secluded Woodsy Gem quarter Mi to Chesapeake Bay
2 Beds · 2 baths · Sleeps 4 ·
In Unit Laundry · Fireplace · Furnished ·
From
$192/night
Check availability
Amenities
In Unit Laundry
Fireplace
Furnished
Dishwasher
Free Parking
Oven
Wifi
Other spaces
Kitchen
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Home > Destinations Vacation Rentals > Point Lookout Vacation Rentals
Updated: March 9, 2023

Learn about vacation rentals in

Point Lookout

Explore 912 vacation rentals near Point Lookout, Maryland. This mountain area is a good place to enjoy the outdoors and find hiking trails and other nature based activities. Use our interactive map to find Point Lookout rentals with views and more. Whether you’re looking for a daily trip, weekend getaway, or a long vacation, we’ve got you covered. The lowest vacation rental price near Point Lookout is $70 per night and the highest price is $1,162 per night. Use the date filters at the top to select your travel dates and view availability.
678 of the vacation rentals near Point Lookout are houses. The average bathroom count for a vacation house near Point Lookout is 3. The average price for vacation houses near Point Lookout is $276 per night. There are 332 vacation homes under this price. The most common amenities for vacation rentals near Point Lookout are: furnished, wifi, and kitchen. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

117 available

2 bed rentals

163 available

3 bed rentals

325 available

4+ bed rentals

294 available

Point Lookout Vacation Rentals FAQ

How many Point Lookout vacation rentals are available?

As of March 9, 2023, there are 912 Point Lookout vacation rentals available. Use the filters on Vacations by Zumper to find your next Point Lookout vacation spot.

Are there vacation rentals near Point Lookout that have more than 2 bedrooms?

Currently, there are 782 vacation rentals near Point Lookout that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.

How many Point Lookout vacation rentals have internet access?

There are currently 823 Point Lookout vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.

How many vacation rentals near Point Lookout have more than 1 bathroom?

Right now, there are 876 vacation rentals near Point Lookout that have more than 1 bathroom. View vacation spots and check availability for different properties today.

Are there any pet friendly Point Lookout vacation rentals?

As of March 9, 2023, there are 379 pet friendly vacation rentals near Point Lookout. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.

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